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CN114230776B - Method for processing multifocal spectacle lens - Google Patents

Method for processing multifocal spectacle lens Download PDF

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Publication number
CN114230776B
CN114230776B CN202111624067.9A CN202111624067A CN114230776B CN 114230776 B CN114230776 B CN 114230776B CN 202111624067 A CN202111624067 A CN 202111624067A CN 114230776 B CN114230776 B CN 114230776B
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China
Prior art keywords
spectacle lens
lens
multifocal
spectacle
modified polyester
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CN202111624067.9A
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CN114230776A (en
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储新山
王磊
储敏
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Danyang Zhengyang Optical Co ltd
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Danyang Zhengyang Optical Co ltd
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/66—Polyesters containing oxygen in the form of ether groups
    • C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/676—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C51/00—Shaping by thermoforming, i.e. shaping sheets or sheet like preforms after heating, e.g. shaping sheets in matched moulds or by deep-drawing; Apparatus therefor
    • B29C51/10—Forming by pressure difference, e.g. vacuum
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/00009—Production of simple or compound lenses
    • B29D11/00423—Plants for the production of simple or compound lenses
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/00932—Combined cutting and grinding thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/02—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonates or saturated polyesters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/046—Forming abrasion-resistant coatings; Forming surface-hardening coatings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • C09D183/06—Polysiloxanes containing silicon bound to oxygen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/65—Additives macromolecular
    • G—PHYSICS
    • G02—OPTICS
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00—Optical parts
    • G02C7/02—Lenses; Lens systems ; Methods of designing lenses
    • G02C7/06—Lenses; Lens systems ; Methods of designing lenses bifocal; multifocal ; progressive
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2351/00—Characterised by the use of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers
    • C08J2351/08—Characterised by the use of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2483/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
    • C08J2483/04—Polysiloxanes
    • C08J2483/06—Polysiloxanes containing silicon bound to oxygen-containing groups

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Ophthalmology & Optometry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Physics & Mathematics (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Eyeglasses (AREA)

Abstract

The invention provides a processing method of a multifocal spectacle lens, which belongs to the technical field of processing of spectacle lenses, and is characterized in that polycarbonate and modified polyester are used as main materials of the spectacle lens, in the forming process, a vacuum adsorption mode is utilized, a numerical control machine tool is used for punching through holes on a ceramic mould with a cambered surface, a lens blank is attached to the mould after being softened at high temperature, and salient points are sucked out of the lens, so that the problem that the spectacle lens manufactured by the traditional method deforms when an object is seen is solved; the obtained focal spectacle lens has the advantages of high refractive index, good light transmission, high hardness, wear resistance, scratch resistance and good light aging resistance, is not easy to cause visual fatigue, and can play a good eye protection role.

Description

Method for processing multifocal spectacle lens
Technical Field
The invention belongs to the technical field of processing of spectacle lenses, and particularly relates to a processing method of a multifocal spectacle lens.
Background
Ophthalmic lenses are generally classified into single focus ophthalmic lenses, bifocal ophthalmic lenses, and multifocal ophthalmic lenses. The single-focus spectacle lens is the most common, and only one luminosity exists on the spectacle lens, but the single-focus spectacle lens cannot solve the problems of myopia and hyperopia at the same time, so that frequent replacement of the spectacle lens is required, and great inconvenience is brought; bifocal spectacle lenses are bifocal lenses, which make up for the problem that monofocal spectacle lenses cannot solve myopia and hyperopia simultaneously, but bifocal spectacle lenses have been substantially eliminated with the advent of multifocal spectacle lenses. Multifocal ophthalmic lenses, as a milestone in the lens development history, will also be a major direction of development and market popularity for later scientists.
At present, the glasses lens mainly comprises a glass material, a resin material and a natural material, wherein the glasses lens made of the resin material has the advantages of wide raw material, low cost and simple process, and is suitable for mechanized large-scale mass production. The processing method of the resin spectacle lens mainly comprises the following steps: the method comprises the steps of material blending, molding, curing, post-processing and the like, wherein in the molding process, a hole is punched by a stainless steel line to form a mold, and then a thermal molding lens is injected or poured. Therefore, there is a need to provide a method for manufacturing a multifocal ophthalmic lens, which can overcome the disadvantages of the conventional multifocal ophthalmic lens manufacturing techniques.
Disclosure of Invention
Aiming at the defects in the prior art, the invention provides a processing method of a multifocal spectacle lens, which is characterized in that a lens blank is prepared by taking polycarbonate and modified polyester resin as main materials, and salient points are formed on the surface of the spectacle lens in a vacuum adsorption mode to prepare the multifocal spectacle lens, so that the multifocal spectacle lens has no spherical points, the problem of deformation of the multifocal spectacle lens in the prior art when an object is seen is solved, and the multifocal spectacle lens has the advantages of high refractive index, good light transmittance, high hardness, wear resistance, scratch resistance and good light aging resistance, is not easy to cause visual fatigue, and can play a good eye protection role.
In order to achieve the technical purpose, the technical scheme provided by the invention is as follows:
a method of preparing a modified polyester resin, the method comprising: maleic anhydride, 4,4' -oxydiphthalic anhydride and polyhydric alcohol are used as reactants and prepared through ring-opening polymerization reaction under the action of a catalyst; wherein,
the molar ratio of the maleic anhydride to the 4,4' -oxydiphthalic anhydride is 10.
Further, the modified polyester resin is prepared by the following method:
mixing maleic anhydride, 4,4' -oxydiphthalic anhydride, polyhydric alcohol and a catalyst, introducing nitrogen for protection, heating to 130-150 ℃ for reaction for 20-40 min, heating to 220-250 ℃, stirring for reaction for 2-5 h, adding a polymerization inhibitor, cooling to room temperature, and performing vacuum drying to obtain the polyester.
Further, the polyhydric alcohol is any one of glycerol, 1,2,4-butanetriol, trimethylolpropane and pentaerythritol.
Further, the molar ratio of the maleic anhydride, 4,4' -oxydiphthalic anhydride and the polyol is 10.
Still further, the catalyst is any one of tetramethyl titanate, tetraethyl titanate, tetrapropyl titanate, and tetrabutyl titanate.
Further, the polymerization inhibitor is any one of hydroquinone, methyl hydroquinone and tert-butyl hydroquinone.
Further, the modified polyester resin has a number average molecular weight of 10000 to 25000.
According to the method, maleic anhydride, 4,4 '-oxydiphthalic anhydride and polyhydric alcohol are used as reactants, and the modified polyester resin is prepared through ring-opening polymerization reaction under the action of a catalyst and a polymerization inhibitor, compared with a polyester material prepared by polymerizing only maleic anhydride and polyhydric alcohol, the modified polyester is added with 4,4' -oxydiphthalic anhydride, so that the material is facilitated to form a three-dimensional cross-linked network structure, the mechanical property of the resin is improved, the unique network structure is further facilitated to improve the refractive index of the material, the refractive index of the spectacle lens can be obviously improved, the light transmittance is improved, the surface hardness of the spectacle lens is improved, and the surface wear resistance and scratch resistance are improved.
The modified polyester resin prepared by the method.
Use of a modified polyester resin in the manufacture of a multifocal ophthalmic lens, said use comprising:
increasing the refractive index of the multifocal ophthalmic lens; and/or
The wear resistance of multifocal ophthalmic lenses is improved.
A method of manufacturing a multifocal ophthalmic lens, said method comprising:
step one, mixing and melting raw materials for the multifocal spectacle lens, and exhausting air in vacuum to remove bubbles; the raw materials comprise the modified polyester resin prepared by the method;
step two, pouring and forming, and performing thermosetting to form a lens blank;
thirdly, punching a through hole on a ceramic mould with a cambered surface by using a numerical control machine, softening a lens blank at a high temperature, attaching the lens blank to the mould, and sucking the convex points out of the lens by using a vacuum adsorption mode to prepare the multifocal spectacle lens;
turning, grinding and polishing the multifocal spectacle lens;
and step five, dip-coating to form a hardening layer.
The multifocal spectacle lens is processed by the method, in the forming process, a numerical control machine tool is used for punching through holes on a ceramic mould with a cambered surface in a vacuum adsorption mode, a lens blank is attached to the mould after being softened at high temperature, and the salient points are sucked out of the lens, so that the problem that the spectacle lens manufactured by the traditional method is deformed when an object is seen is solved, and a hard layer is formed on the surface of the spectacle lens by dip coating treatment at the later stage, so that the multifocal spectacle lens which is light in quality, comfortable to wear, high in refractive index, high in light transmittance, wear-resistant, scratch-resistant and good in light aging resistance is processed.
Further, the raw materials for preparing the multifocal ophthalmic lens in the first step and the weight percentages thereof are as follows: 45 to 60 percent of polycarbonate, 20 to 35 percent of modified polyester resin, 2 to 6 percent of calcium silicate, 0.5 to 1 percent of p-aminodiphenylamine, 4 to 10 percent of chain extender, 3 to 7 percent of cross-linking agent, 0.1 to 1 percent of initiator, 1 to 2.5 percent of antistatic agent and 1.5 to 4 percent of ultraviolet absorbent.
Although the polycarbonate has good heat resistance and high transparency, the polycarbonate and the modified polyester are poor in fluidity, the invention takes the polycarbonate and the modified polyester as the main materials of the birefringent spectacle lens, makes up the problem of poor fluidity of pure polycarbonate, is beneficial to increasing the mechanical property of the material, increasing the hardness of the surface, improving the wear resistance and scratch resistance, and improving the refractive index and light transmittance of the material, so that the obtained material for the multifocal spectacle lens has high transparency, small birefringence, high refractive index and good wear resistance.
Further, the chain extender is an acrylate compound, and is specifically selected from any one of methyl methacrylate, ethyl acrylate, butyl acrylate, hexyl methacrylate and 2-ethylhexyl methacrylate; the crosslinking agent is selected from any one of dicumyl peroxide, benzoyl peroxide, dicumyl peroxide, diethylenetriamine and divinylbenzene; the initiator is selected from any one of azobisisobutyronitrile, azocyclohexane, benzoyl peroxide and dicumyl peroxide; the antistatic agent is selected from any one of dodecyl trimethyl ammonium bromide, hexadecyl sodium benzene sulfonate and ethoxy lauramide; the ultraviolet absorbent is benzotriazole ultraviolet absorbent, specifically selected from 2- (2-hydroxy-3-tert-butyl-5-methylphenyl) -5-chlorobenzotriazole, 2- (3,5-di-tert-butyl-2-hydroxyphenyl) -5-chlorobenzotriazole, and 2- (2-hydroxy-5-tert-octylphenyl) benzotriazole.
Further, the melting temperature in the first step is 170-200 ℃.
Further, the heat curing process in the second step is as follows: curing for 10-25 min at 50-65 ℃, and then heating to 80-95 ℃ for curing for 10-20 min.
Further, the turning process in the fourth step is as follows: the spectacle lens is fixed on a lathe, and the surface of the spectacle lens is turned under the conditions that the feed amount is 0.05-0.1 mm/s and the main shaft rotating speed is 300-800 r/min, so that the surface roughness of the spectacle lens is reduced to be less than 1.0 mu m.
Further, the grinding process in the fourth step is as follows: and fixing the turned spectacle lens on a grinding machine, and grinding the spectacle lens at a feed speed of 1-2 mm/s to reduce the surface roughness of the spectacle lens.
Further, the polishing process in the fourth step is as follows: fixing the polished spectacle lens on a polishing machine, polishing the spectacle lens by using a polishing solution through a polishing wheel rotating at the rotating speed of 1000-1800 r/min to further reduce the surface roughness of the spectacle lens, and then cleaning the spectacle lens by using a cleaning solution.
Further, the polishing solution comprises the following raw materials in percentage by mass: 30-50% of nano-silicon dioxide, 10-30% of silicon carbide, 2-6% of surfactant, 15-20% of ethanol and the balance of deionized water; wherein the surfactant is any one of sodium laureth sulfate, sodium dodecyl benzene sulfonate, sodium laureth phosphate, lauryl phosphate triethanolamine and stearyl alcohol hydroxyethyl sodium sulfonate.
Further, the cleaning solution comprises the following raw materials in percentage by mass: 1-3% of engine oil, 50-75% of ethanol, 5-10% of surfactant and the balance of deionized water; wherein the surfactant is any one of sodium dodecyl benzene sulfonate, sodium laureth phosphate, triethanolamine dodecyl phosphate, and sodium stearyl isethionate.
The invention processes the glasses by turning, grinding, polishing and other steps, can gradually reduce the roughness of the surface of the glasses, and in the polishing process, the polishing solution is uniformly dispersed, ions are not agglomerated and do not sink to form lumps, thereby reducing the damage to the glasses, the glasses are not easy to adhere to the surface of the glasses, the glasses are easy to clean after polishing, the polishing efficiency is high, the surface roughness of the glasses can be reduced to be less than 0.015 mu m, and the loss of the glasses is reduced.
Further, the dip finishing process of the fourth step is as follows: and (3) placing the spectacle lens in the dip-coating liquid for 30-50 s, taking out the spectacle lens, and then carrying out curing treatment for 2.5-3.5 h at the temperature of 100-130 ℃ to form a hard coating on the surface of the spectacle lens, thereby obtaining the multifocal spectacle lens.
Furthermore, the dip-coating solution for dip-coating finishing takes an organic silicon material as a main material, and glycidyl acrylate and locust bean gum are also added.
Furthermore, the dip-coating liquid comprises the following raw materials in percentage by mass: 28-40% of organosilicon material, 50-56% of ethylene glycol, 2-3.5% of glycidyl acrylate, 0.5-0.8% of locust bean gum and the balance of deionized water; the organosilicon material is any one of epoxypropyltrimethoxysilane, 3- (2,3-glycidoxy) propyltrimethoxysilane and gamma- (2,3-glycidoxy) propyltrimethoxysilane.
The invention utilizes the dip coating solution containing glycidyl acrylate and locust bean gum to carry out post-treatment on the spectacle lens, a hardened layer with a cross-linked network structure is formed on the surface of the spectacle lens, the hardened layer has good cohesiveness with the surface of the spectacle lens, plays a good role in protecting the spectacle lens, and can further improve the hardness of the surface of the spectacle lens, thereby improving the wear-resistant and scratch-resistant performance and also being beneficial to improving the light aging resistance of the spectacle lens.
The refractive index of the multifocal ophthalmic lens prepared by the method is not less than 1.65nD, and the light transmittance is higher than 96%.
The invention also provides the use of glycidyl acrylate and locust bean gum to improve the light aging resistance of multifocal ophthalmic lenses.
The invention takes the polycarbonate and the modified polyester resin as the main materials of the spectacle lens to prepare the multifocal spectacle lens, thereby having the following beneficial effects:
1) In the forming process, a through hole is punched on a ceramic die with a cambered surface by a numerical control machine tool in a vacuum adsorption mode, a lens blank is attached to the die after being softened at high temperature, and salient points are sucked out of the lens, so that the problem that the lens manufactured by the traditional method is deformed when an object is seen is solved;
2) The modified polyester material prepared by taking maleic anhydride, 4,4' -oxydiphthalic anhydride and polyalcohol as reactants can be added into the spectacle lens to increase the hardness of the surface of the spectacle lens, improve the wear resistance and scratch resistance and contribute to increasing the light transmittance and the refractive index of the spectacle lens;
3) In the dip-coating finishing process, glycidyl acrylate and locust bean gum are added into the dip-coating liquid, a hardened layer with a network structure is formed on the surface of the spectacle lens, and the hardness of the surface of the spectacle lens can be further improved, so that the wear resistance and scratch resistance are improved, and the light aging resistance of the spectacle lens is also improved.
Drawings
FIG. 1 is a FTIR plot of the modified polyester resin of example 1;
FIG. 2 is a graph showing the results of a refractive index test for a multifocal ophthalmic lens;
FIG. 3 is a graph showing the results of a transmittance test for a multifocal ophthalmic lens;
figure 4 is a graphical representation of the wear resistance (haze value change) test results for multifocal ophthalmic lenses.
Detailed Description
The following is a detailed description of embodiments of the invention, but the invention can be practiced in many different ways, as defined and covered by the claims.
Example 1:
a method of preparing a modified polyester resin, the method comprising:
uniformly mixing maleic anhydride, 4,4' -oxydiphthalic anhydride and trimethylolpropane according to a molar ratio of 10.
Tabletting the obtained modified polyester resin with potassium bromide to prepare a sample, and representing FTIR of the sample by adopting a Fourier infrared spectrometer, wherein the measurement result is shown in figure 1; as can be seen from the observation of FIG. 1, the distance between the probes is 1735cm -1 Near the peak of C = O stretching vibration in the ester group, the completion of the esterification reaction was confirmed, and the peak was 1245cm -1 A stretching vibration peak of 1600cm of ether bond appears nearby -1 、1565cm -1 The characteristic peak of benzene ring appears nearby, and is 2960cm -1 And distance of 1708cm -1 Where comes to homeThe peak attributed to stretching and contraction of the hydroxyl group on the carboxylic acid and the peak attributed to stretching and contraction of the carbonyl group on the carboxylic acid indicate that the carboxyl group obtained after ring opening of the acid anhydride has not reacted completely.
Dissolving the obtained modified polyester resin in D 2 In O, the samples are characterised by means of nuclear magnetic resonance spectroscopy 1 H-NMR; the test shows that the chemical shift of hydrogen on a carbon-carbon double bond in maleic anhydride is close to 6.45ppm, the chemical shifts of hydrogen of carboxyl groups obtained by ring opening of the maleic anhydride and 4,4 '-oxydiphthalic anhydride correspond to 16.35ppm and 13.21ppm respectively, and the chemical shift of benzene ring hydrogen in 4,4' -oxydiphthalic anhydride is in the range of 6.87-7.55 ppm.
Example 2:
another modified polyester resin was prepared by the same procedure as in example 1 except that the molar ratio of maleic anhydride, 4,4' -oxydiphthalic anhydride in this example was 10.
Example 3:
another modified polyester resin was prepared by the same procedure as in example 1 except that the molar ratio of maleic anhydride, 4,4' -oxydiphthalic anhydride in this example was 10.
Example 4:
another modified polyester resin was prepared by the same procedure as in example 1 except that the molar ratio of maleic anhydride, 4,4' -oxydiphthalic anhydride in this example was 10.
Example 5:
another modified polyester resin was prepared by substantially the same procedure as in example 1, except that the molar ratio of maleic anhydride, 4,4' -oxydiphthalic anhydride in this example was 10.
Example 6:
another modified polyester resin was prepared by the same procedure as in example 1 except that 4,4' -oxydiphthalic anhydride was not added, i.e., the modified polyester resin was prepared by reacting only maleic anhydride with trimethylolpropane.
Example 7:
a method of manufacturing a multifocal ophthalmic lens, said method comprising:
step one, mixing and melting all raw materials, and removing bubbles by vacuum air suction to obtain a mixed material;
step two, pouring and forming, curing for 20min at 60 ℃, and then heating to 85 ℃ for curing for 15min to obtain a lens blank;
thirdly, punching a through hole on a ceramic mould with a cambered surface by using a numerical control machine, softening a lens blank at a high temperature, attaching the lens blank to the mould, and sucking the convex point out of the lens by using a vacuum adsorption mode to prepare the lens;
fixing the lens on a lathe, turning the surface of the lens under the conditions that the feed amount is 0.08mm/s and the main shaft rotating speed is 600r/min, then fixing the lens on a grinding machine, grinding the lens at the feeding speed of 1.5mm/s, then fixing the lens on a polishing machine, polishing the lens by using polishing liquid and a polishing wheel rotating at the rotating speed of 1500r/min, and then cleaning the lens by using cleaning liquid;
and step five, placing the spectacle lens in the dip coating liquid for 35s, taking out the spectacle lens, and then carrying out curing treatment for 3h at 120 ℃ to form a hard coating on the surface of the spectacle lens, thus obtaining the multifocal spectacle lens.
In this embodiment, the raw materials in the first step and the weight percentages thereof are as follows: 50% of polycarbonate having a number average molecular weight of 25000%, 27% of the modified polyester resin obtained in example 1, 4% of calcium silicate, 0.8% of p-aminodiphenylamine, 8% of butyl acrylate, 5% of benzoyl peroxide, 0.5% of azobisisobutyronitrile, 2% of sodium hexadecylbenzene sulfonate and 2.7% of 2- (2-hydroxy-5-tert-octylphenyl) benzotriazole.
In this embodiment, the polishing solution in the fourth step comprises the following raw materials in percentage by weight: 35% of nano-scale silicon dioxide, 20% of silicon carbide, 4% of sodium lauryl polyoxyethylene ether sulfate, 18% of ethanol and the balance of deionized water.
In this embodiment, the cleaning solution in the fourth step comprises the following raw materials in percentage by mass: 2% of engine oil, 65% of ethanol, 8% of sodium dodecyl benzene sulfonate and the balance of deionized water.
In this embodiment, the dip-coating liquid in the fifth step comprises the following raw materials in percentage by mass: 34% of epoxypropyl trimethoxy silane, 55% of ethylene glycol, 2.4% of glycidyl acrylate, 0.6% of locust bean gum and the balance of deionized water.
Example 8:
a method of manufacturing a multifocal ophthalmic lens comprising the steps substantially the same as in example 7, except that the modified polyester resin obtained in example 2 is used instead of the modified polyester resin obtained in example 1.
Example 9:
a method of manufacturing a multifocal ophthalmic lens comprising the steps substantially the same as in example 7, except that the modified polyester resin obtained in example 3 is used instead of the modified polyester resin obtained in example 1.
Example 10:
a method of manufacturing a multifocal ophthalmic lens comprising the steps substantially the same as in example 7, except that the modified polyester resin obtained in example 4 is used instead of the modified polyester resin obtained in example 1.
Example 11:
a method of manufacturing a multifocal ophthalmic lens comprising substantially the same steps as in example 7, except that the modified polyester resin of example 5 is used in place of the modified polyester resin of example 1.
Example 12:
a method of manufacturing a multifocal ophthalmic lens comprising the steps substantially the same as those of example 7, except that the modified polyester resin obtained in example 6 is used instead of the modified polyester resin obtained in example 1.
Example 13:
another method of manufacturing a multifocal ophthalmic lens substantially the same as in example 7, except that no glycidyl acrylate is added to the dip coating solution.
Example 14:
a method of manufacturing a multifocal ophthalmic lens comprising the steps substantially as described in example 7, except that locust bean gum is not added to the coating bath.
Example 15:
another method of manufacturing a multifocal ophthalmic lens, said steps being substantially the same as in example 7, except that the dip is not supplemented with glycidyl acrylate and locust bean gum.
Test example 1:
refractive index, light transmittance test of multifocal ophthalmic lenses:
the multifocal ophthalmic lenses obtained in examples 7 to 12 were used as samples, and the refractive index thereof was measured by an abbe refractometer manufactured by ATAGO corporation, and the light transmittance thereof was measured in accordance with QBT2410-2008 standard, and the measurement results are shown in fig. 2 and 3.
Fig. 2 and 3 show the refractive index and the light transmittance of the multifocal ophthalmic lens, respectively, and it can be seen that the refractive index of the ophthalmic lens obtained in preferred embodiment 7 is 1.68nD, the light transmittance is 96.8%, the refractive index is high, and the light transmittance is good; comparing examples 7 and 12, the refractive index and the light transmittance of example 12 are lower than those of example 7, which shows that the addition of 4,4' -oxydiphthalic anhydride in the modified polyester is helpful for improving the refractive index of the spectacle lens and increasing the light transmittance; the refractive index and light transmittance of comparative examples 7 to 11, examples 8 and 11 are lower than those of example 7, and the refractive index and light transmittance of examples 9 and 10 are slightly different from those of example 7, which shows that the refractive index and light transmittance of the spectacle lens are affected by the excessive or small addition of 4,4' -oxydiphthalic anhydride in the preparation process of the modified polyester.
Test example 2:
and (3) hardness testing:
the hardness of the multifocal ophthalmic lenses obtained in examples 7 to 15 was measured using a MINILOAD model 2 microhardness tester from LEES, germany, and the measurement results are shown in table 1.
TABLE 1 hardness of multifocal ophthalmic lenses
Examples 7 8 9 10 11 12 13 14 15
Hardness of 7H 5H 7H 7H 5H 4H 4H 4H 3H
It can be seen from table 1 that the hardness of the spectacle lens obtained in example 12 is lower than that of examples 7 to 11, which indicates that the presence of 4,4 '-oxydiphthalic anhydride in the modified resin contributes to the improvement of the hardness of the spectacle lens, and that the hardness of the spectacle lens obtained in examples 8 and 11 is lower than that of example 7, which indicates that the addition amount of 4,4' -oxydiphthalic anhydride in the preparation process of the modified resin has a significant influence on the hardness of the spectacle lens; the hardness of the spectacle lenses obtained in examples 13 to 15 was lower than that of example 7, and it was demonstrated that the use of a dip coating solution containing glycidyl acrylate and locust bean gum for preparing a hard coating on the surface of the spectacle lens contributes to further increasing the hardness of the spectacle lens.
Test example 3:
and (3) testing the wear resistance:
the friction resistance of the spectacle lens is tested by using the haze change before and after the spectacle lens is rubbed, the lower the haze change is, the more excellent the friction resistance is shown, the haze of the spectacle lens is tested according to the QBT2410-2008 standard, and the measured result is shown in figure 4.
The data shown in fig. 4 is the variation of the haze value of the spectacle lens after being rubbed for 1000 times, and it can be seen from observing fig. 4 that the difference of the variation of the haze value of the spectacle lenses obtained in examples 7 to 12 is large after being rubbed for 1000 times, and the variation of the haze value of example 12 is the largest, which indicates that the addition of the modified resin containing 4,4' -oxydiphthalic anhydride segment to the spectacle lens is helpful for improving the wear resistance of the spectacle lens, probably because the hardened layer on the surface of the spectacle lens after being rubbed for 1000 times may be damaged, and the protection effect on the spectacle lens is reduced, so that the internal resin component has an influence on the haze value; the haze value change rate of the spectacle lenses obtained in the examples 13 to 15 after 1000 times of rubbing is obviously higher than that of the example 7, which shows that the dipping treatment has a certain influence on the wear resistance of the spectacle lenses in the process of processing the multifocal spectacle lenses, and a certain amount of glycidyl acrylate and locust bean gum are simultaneously added into the dipping solution, so that a hardening layer can be formed on the surfaces of the spectacle lenses, the spectacle lenses are protected, and the wear resistance is improved.
Test example 4:
and (3) testing the light aging resistance:
light resistance test, the following tests were carried out, respectively: the spectacle lenses obtained in examples 7 and 13 to 15 were irradiated with artificial solar light for 6d and 12d, respectively, at an irradiation intensity of 35000lx, and the change amount Δ YI of the yellow index of the spectacle lens was measured by a spectrocolorimeter; the results are shown in Table 2.
TABLE 2 anti-photoaging Properties of multifocal ophthalmic lenses
Figure BDA0003439338620000091
As can be seen from the data shown in Table 2, after the multifocal ophthalmic lens obtained in example 7 was irradiated under a sun lamp of 35000lx for 6d and 12d, the change amounts of the yellow indices of the multifocal ophthalmic lenses were 0.18 and 0.85, respectively, and the spectacle lenses obtained in examples 13 to 15 were excellent in the light aging resistance, and the change amounts of the yellow indices of the multifocal ophthalmic lenses obtained in example 15 were all higher than those of example 7, wherein the change amount of the yellow index of the multifocal ophthalmic lens obtained in example 15 was the highest, indicating that the dip coating treatment had a significant effect on the light aging resistance of the multifocal ophthalmic lenses during the multifocal ophthalmic lens processing, and the addition of a certain amount of glycidyl acrylate and locust bean gum to the dip coating solution improved the light aging resistance of the multifocal ophthalmic lenses.
In conclusion, the multifocal spectacle lens prepared by the method has the advantages that the refractive index is not lower than 1.65nD, the light transmittance is higher than 96%, the light transmittance is good, the wear resistance is good, the haze value change amount is small after the spectacle lens is rubbed for 1000 times, the light aging resistance is excellent, after the spectacle lens is irradiated for 6d and 12d under a sun lamp with the intensity of 35000lx, the delta YI of the spectacle lens is respectively 0.18 and 0.85, and the surface of the spectacle lens is provided with the salient points in a vacuum adsorption mode, so that the problem that the spectacle lens manufactured by a traditional method deforms when an object is seen is solved.
Conventional operations in the operation steps of the present invention are well known to those skilled in the art and will not be described herein.
The above embodiments are merely illustrative, and not restrictive, and those skilled in the art can make various changes and modifications without departing from the spirit and scope of the invention. Therefore, all equivalent technical solutions also belong to the scope of the present invention, and the protection scope of the present invention should be defined by the claims.

Claims (4)

1. Use of glycidyl acrylate and locust bean gum for improving the aging resistance of multifocal ophthalmic lenses.
2. The dipping liquid for the multifocal ophthalmic lens comprises the following raw materials in percentage by mass: 28-40% of organosilicon material, 50-56% of ethylene glycol, 2-3.5% of glycidyl acrylate, 0.5-0.8% of locust bean gum and the balance of deionized water; the organosilicon material is any one of epoxypropyltrimethoxysilane, 3- (2,3-glycidoxy) propyltrimethoxysilane and gamma- (2,3-glycidoxy) propyltrimethoxysilane.
3. The dip coating solution for multifocal ophthalmic lenses according to claim 2, wherein the dip coating solution comprises the following raw materials and mass percentages thereof: 34% of epoxypropyl trimethoxy silane, 55% of ethylene glycol, 2.4% of glycidyl acrylate, 0.6% of locust bean gum and the balance of deionized water.
4. Use of the impregnating solution according to claim 2 or 3 for increasing the hardness and/or wear and/or ageing resistance of a multifocal ophthalmic lens.
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